Dog Sitting Holliston
Book a Holliston dog sitter to watch your dog in your sitter’s home or yours.
Over 58 pet parents in Holliston have booked dog sitting
Holliston, Find top rated dog sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: I have been a Retriever mom (Golden & Labrador) all my life. I love them with all my heart, but I also understand they need discipline. I will make sure they will be well cared for. I work from home with flexible timings. I would have to make sure the dogs are ok with children(we have a 4-year-old) and our golden. We have a pretty big yard and live a block away from a park. I can take them for longer walks if needed. We usually do walks no matter the weather!
“Sarah was really great with our two cats! She was able to give our one cat the meds she needs and sent many updates throughout the week! She was very attentive and always answered right away. Definitely will book with Sarah again in the future!”
“We are so happy we booked with Kerry! It was wonderful getting to meet her during our meet and greet, and we felt comfortable leaving our Labrador Retriever, Enzo, in her care. My husband and I were away for two days, and Kerry provided drop-in visits that included walks, feeding, playtime in the backyard, fresh water, and lots of great company for Enzo while we were away. She was so attentive and responsive throughout our time away and kept us updated with plenty of photos and messages, which gave us so much peace of mind. We could tell Enzo was happy and well cared for, and we truly appreciated how thoughtful and reliable Kerry was. We would absolutely book with her again and highly recommend her to anyone looking for someone who will care for their pets like their own! 🐾❤️”
“Isabell went above and beyond with our two cats. She was always communicative about any scheduling changes and sent a bunch of photos and videos, outside of the ones included with the daily Rover Card. This was our first time using a pet sitter, outside of family, and she exceeded our expectations. She was patient with our cats and gained their trust and affection, which is hard as they are generally shy with strangers. I would highly recommend her and hope she is still around the next time we choose to travel as our cats grew fond of her.”
“Thanks again Kimberly for your great care and attention to our special cat situation. We always feel comfortable that the kitties are well attended to. Thanks for all of your great photos and reports!”
“Nat provided peace of mind while we were out of town for a weekend away. It was comforting to know that someone was able to swing by our home and check on our two cats. She responded quickly to my inquiry and made sure to send photos along to us 😊”
“Brittany took wonderful care of our cat while we were out of town. He was happy to see us when we returned, but he didn't seem anxious or stressed at all about us having left. I owe this to Brittany giving him the attention he needed to feel comfortable and secure while we were away. She is awesome!”
“Ana was awesome - on short notice and without the benefit of a “get to know you” visit beforehand, she came and made sure Mojo had everything he needed while we were attending a wedding. We couldn’t have left our boy in better hands. Thanks Ana!”
“As always, Jeff goes above and beyond to take care of Paul. Paul recently had a change in his health a couple weeks prior to our vacation, and Jeff was able to accommodate with medication and monitoring Paul for any changes. We felt calm knowing Paul was in good hands!”
“Rachel has been an awesome find! She is flexible and super communicative. We appreciate her attentiveness to our boy Moose and look forward to continuing to have her care for him!”
About: I have had pets my entire life. Dogs, cats, birds, fish, rabbits…I love animals of all kinds. My mom became paralyzed and I walked and took care of her 2 senior dogs for about 8 years until they passed. I gave them oral medication, cooked their food, walked and groomed them. Then she adopted a puppy and I took care of him as well as trained him. I currently have 2 french bulldogs of my own. One is a hyper little puppy and the other is a calmer 5 year old. I love caring for pets whether they are my own or someone else’s. I currently work part time in home care until 2pm 4 days a week. I am available most afternoons. My schedule changes if a client is in the hospital and does not need care those days which gives me the flexibility to pick up more last minute walks or check ins. I have children so I cannot work all weekend but i can be flexible and am open to them. I am open to walking your dogs in your neighborhood or wherever you prefer. I am also open to check ins and feeding dogs or cats. I will do my best to keep your routine with them if that is what you prefer. I would like to know a little bit about them beforehand and any preferences or habits they have.
“Carley took excellent care of my kitties while I was away for the first time since moving to a new home! She followed my info for feeding, playing etc to the tee and sent lots of photos during her visits. I could tell both my cats were super comfortable with her and were getting lots of love while I was away 🥰”
“Nicole takes great care of my cat Millie. She’s great at communicating and sending both pictures and updates. She’s even gets on the floor to play with Millie and give her lots of cuddles. I Highly recommend Nicole!!”
“Gianna was super communicative and attentive, she did a great job taking care of our nervous puppy and making sure he had the best experience for his first Rover visit. She was also so thoughtful about small details, like cleaning his Kong toy and bringing in packages, which goes such a long way :) will book again!”
“Payton is honestly one of the best pet sitters I’ve ever came across. I am so happy and grateful that I found someone as trusting, kind, caring, and very loving towards my animals. I have one dog that is very anxious and scared of people, as well as other dogs. He warmed up to her right away and seemed so calm and happy when we golt home. Paton definitely is a gem she kept in contact with me sending me pictures and letting me know how the dogs were doing. She is so attentive, came on time and always kept me informed. She is lovely with animals and we are looking forward to her sitting for us in July. Thank you for treating my anxious dog with such care and love. I also appreciate her going out of her way and putting out packages inside when it was raining outside.”
The median cost per visit for dog sitting in Holliston is $25
Dog parents share their Rover experiences - Holliston
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog sitting - Holliston
Select a filter and find qualifying sitters offering dog sitting.Sitters in Holliston average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Holliston
Frequently asked questions about Rover
The average cost for Dog Sitting in Holliston on Rover is $27.75 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .
As of August 2026, there are 10,768 sitters on Rover offering Dog Sitting across Holliston. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Holliston stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Holliston choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Holliston with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Holliston. On Rover:
- 91% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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